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Apartments for Rent in Virginia Heights, Winter Park, FL

Average rent

$2,900
decreased by34%

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Wellness
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1221 Richmond Rd - Photo 1 of 1
New construction

5d+ ago

Virginia Heights house for rent in Winter Park

Single Family Residence - WINTER PARK, FL

1221 Richmond Rd, Winter Park, FL 32789

In-unit laundry | Garage parking | Swimming pool

5 beds

5 baths

$19,000

House for rent

782 S Pennsylvania Ave #1 - Photo 1 of 1

8h ago

Condo for rent in Winter Park

782 S Pennsylvania Ave #1, Winter Park, FL 32789

In-unit laundry | Garage parking | Ceiling fan

3 beds

2 baths

$6,000

Condo for rent

Description

Property Status: Active Welcome to this charming condominium in Winter Park! This home features a spacious living area with ample natural light, a modern kitchen with sleek appliances, and large bedrooms. Enjoy the convenience of nearby shopping, dining, and entertainment. The community provides well-maintained amenities for residents to enjoy. With its prime location, this condo provides easy access to all that the vibrant Winter Park area has to accord. Don't miss the opportunity to make this your new home! Office Phone: (844) 239-2663 Copyright © 2026 Stellar MLS. All r

1400 S Pennsylvania Ave - Photo 1 of 1

5d+ ago

House for rent in Winter Park

Single Family Residence - WINTER PARK, FL

1400 S Pennsylvania Ave, Winter Park, FL 32789

In-unit laundry | Garage parking | Hardwood floor

4 beds

3 baths

$7,000

House for rent

Description

Property Status: Active A chic and trendy residence and winter park in an incredible location. A fully remodeled, one level four bedroom home with a fence corner lot. This home has an amazing curb appeal with its wide half circle, paved driveway, with plenty of parking flanked with lush mature landscaping. The open floor plan offers today's contemporary living and entertaining, with designer porcelain tile, trendy light fixtures, plantain shutters and a family room with high vaulted ceilings. The designer kitchen has just been totally remodeled with custom cabinets. Vikin

931 Cypress Ave - Photo 1 of 1

5d+ ago

Garden Acres house for rent in Winter Park

House for rent

Description

COMING SOON! Newly remodeled 3/ 1 with carport, Bonus room/den/office and storage room. New kitchen cabinets and countertops with All new stainless steel appliances and remodeled bath. Located in the heart of winter park, within walking distance, to restaurants and shopping. Easy access to I-4. Do not miss out. Call for more inforlation All Flarent, Inc residents are enrolled in the Resident Benefits Package (RBP) for $50/month which includes liability insurance, credit building to help boost the resident’s credit score with timely rent payments, HVAC air filter del

1278 Miller Ave - Photo 1 of 1

21h ago

Townhouse for rent in Winter Park

Townhouse - WINTER PARK, FL

1278 Miller Ave, Winter Park, FL 32789

In-unit laundry | Garage parking | On-site laundry

3 beds

2 baths

$3,000

House for rent

Description

Property Status: Active Bright and beautiful END UNIT townhome in a very desirable, centrally located, WINTER PARK community. This bright, open floor plan features hardwood floors throughout the first floor, stairs and second floor hallway. Gourmet eat-in kitchen with granite countertops, center island, cherry cabinets and stainless appliances including a gas range. The enclosed patio courtyard is private and great for entertaining your family and friends and has a gas hook up for your grill, just out your French doors from the kitchen/family area with an additional servic

1300 Indiana Ave #A - Photo 1 of 1

1d ago

Apartment for rent in Winter Park

Half Duplex - WINTER PARK, FL

1300 Indiana Ave #A, Winter Park, FL 32789

In-unit laundry | Air conditioning | Hardwood floor

1 bed

1 bath

$1,475

Apartment for rent

Description

Property Status: Active Available SOON! *Tenant just vacated. Some interior work pending.* Cozy and quaint 1/2 duplex unit! 1 Bed/1 Bath located in Winter Park!!! This unit has been lovingly renovated with new kitchen cabinets, appliances, granite counters, new fans, lights, sink, and so much more!! Stackable washer/dryer included for your convenience. Hard wood floors in the living room and dining room, with tile in kitchen. TWO closets. Bathroom was also renovated. AC system is 3 years old. New Roof too. Small pets ok. Water is included. This lovely property is a cha

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Dishwasher

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New Construction

In-Unit Laundry

250 Carolina Ave - Photo 1 of 1

5d+ ago

Condo for rent in Winter Park

250 Carolina Ave, Winter Park, FL 32789

Garage parking | Swimming pool | Fireplace

2 beds

2 baths

$2,100

Condo for rent

Available Jan 13

Description

Welcome to Park West Condominiums, a highly desirable gated community in the heart of Winter Park, just steps from Park Avenue’s renowned shops, restaurants, cafés, galleries, and cultural attractions. This well-appointed 2-bedroom, 2-bath condominium offers an excellent blend of comfort, style, and location. Inside, the unit features a bright, open living area with vaulted ceilings, abundant natural light, and a wood-burning fireplace that adds warmth and character. The kitchen flows seamlessly into the living and dining spaces, making it ideal for everyday living and ent

1302 Michigan Ave - Photo 1 of 1

5d+ ago

House for rent in Winter Park

Single Family Residence - WINTER PARK, FL

1302 Michigan Ave, Winter Park, FL 32789

In-unit laundry | Garage parking | Ceiling fan

3 beds

2 baths

$3,950

House for rent

Description

Property Status: Active Please visit our website at www ORLrent com you will find photos of our homes, tenant application, pet application, sample lease and more information. If applying for any of our homes all adult applicants over the age of 18 must submit a fully completed Application online. Application fee is $95.00 for each adult. An application reservation fee must be paid in the amount of one month's rent (in the form of a cashier's check or money order) to hold a property off the market. Office Phone: (407) 629-6330 Copyright © 2026 Stellar MLS. All rights reserv

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1315 Westchester Ave - Photo 1 of 1

5d+ ago

House for rent in Winter Park

Single Family Residence - WINTER PARK, FL

1315 Westchester Ave, Winter Park, FL 32789

In-unit laundry | Garage parking | On-site laundry

2 beds

2 baths

$2,900

$2,800

Price drop

House for rent

Description

Property Status: Active Improved Price! Wow, expect to be impressed. This home has been lovingly updated and features handscraped wood floors and tile throughout...no carpeting! In addition, there is an expansive ceiling in the living room, updated kitchen with tumbled marble backsplash, sleek appliances, granite counters and lots of wood cabinetry for storage. This home has double pane windows, updated bathrooms with granite counters also! No detail has been left out. The primary bedroom is large enough for a king size bed, and a walk in closet. The kitchen, living

101 S Interlachen Ave #104 - Photo 1 of 1

5d+ ago

Condo for rent in Winter Park

Condominium - WINTER PARK, FL

101 S Interlachen Ave #104, Winter Park, FL 32789

In-unit laundry | Assigned parking | Dishwasher

2 beds

2 baths

$3,800

Condo for rent

Description

Property Status: Active FOR RENT! SUPER RARE, GROUND FLOOR, DOWNTOWN WINTER PARK CONDO AT LACHEN HOUSE! This gorgeous 2 bedroom, 2 bath condo has been completely remodeled and features new laminate flooring, bright recessed lighting, and a stunning gourmet kitchen. Each bedroom is oversized with ample closet space. A charming courtyard off the back bedrooms provides a relaxing outdoor space to enjoy year round. Enjoy the convenience of one reserved covered parking space. Located just one block from Park Avenue, this condo is just a short stroll to all the amazing restauran

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1275 Michigan Ave #1275 - Photo 1 of 1

5d+ ago

Townhouse for rent in Winter Park

3 BR, 3 BA in Winter Park

1275 Michigan Ave #1275, Winter Park, FL 32789

On-site laundry | Walk-in closets | High ceilings

3 beds

3 baths

$3,950

House for rent

Description

Welcome to this stunning townhome in the heart of Winter Park, built by award-winning Osprey Custom Home Builders. This residence combines timeless design, coastal aesthetic, certified greb construction, energy efficiency, and modern smart-home conveniences. Featuring 3 bedrooms, 2.5 baths, and an open-concept layout, the home is filled with designer finishes and thoughtful details throughout. The first floor offers inviting living and dining areas with plank-style tile floors, surround sound speakers, and high ceilings. The gourmet kitchen is equipped with maple cabinetry

1275 Michigan Ave - Photo 1 of 1

5d+ ago

Townhouse for rent in Winter Park

Townhouse - WINTER PARK, FL

1275 Michigan Ave, Winter Park, FL 32789

In-unit laundry | Garage parking | On-site laundry

3 beds

2 baths

$3,950

House for rent

Description

Property Status: Active Welcome to this stunning townhome in the heart of Winter Park, built by award-winning Osprey Custom Home Builders. This residence combines timeless design, coastal aesthetic, certified greb construction, energy efficiency, and modern smart-home conveniences. Featuring 3 bedrooms, 2.5 baths, and an open-concept layout, the home is filled with designer finishes and thoughtful details throughout. The first floor offers inviting living and dining areas with plank-style tile floors, surround sound speakers, and high ceilings. The gourmet kitchen is equip

1112 Chichester St - Photo 1 of 1

5d+ ago

Orwin Manor house for rent in Orlando

1112 Chichester St, Orlando, FL 32803

Deck | On-site management | Package service

4 beds

3 baths

$4,399

House for rent

Available Sep 22

Description

Discover this inviting four-bedroom, three-bathroom residence nestled in the highly sought-after Orwin Manor community of Orlando. Meticulously maintained, this home offers a thoughtful layout that seamlessly blends comfort and practicality. The main house features three spacious bedrooms and two full bathrooms, while a separate in-law suite or guest house includes an additional bedroom, bathroom, and full kitchenperfect for visitors or extended family. Situated on a rare 0.39-acre lotone of the largest in the neighborhoodthis property provides 2,252 square feet of welcomi

101 N Interlachen Ave #102 - Photo 1 of 1

5d+ ago

Condo for rent in Winter Park

101 N Interlachen Ave #102, Winter Park, FL 32789

In-unit laundry | Air conditioning | Assigned parking

2 beds

2 baths

$1,995

Condo for rent

Description

Rarely available Lachen House condo unit on first floor. Live amongst old world charm, timeless beauty, elegant homes, quaint brick streets, beautifully landscaped courtyard, extensive tree canopy, first class shopping and dining experiences, world-class museums & Rollins College. Lachen House is located steps from Park Ave & Central Park. Enjoy weekend activities and numerous events held in Central Park. Unit includes fully equipped kitchen, in-unit full size washer/dryer, central heat/ac, one reserved carport space #5, rent includes water, sewer, lawncare, trash & indoor

147 S Interlachen Ave #250 - Photo 1 of 1

5d+ ago

Apartment for rent in Winter Park

Coming soon Walk to Park Ave. 3 Bedroom 5 Bathroom 3320 s.f. -Single level condo.

147 S Interlachen Ave #250, Winter Park, FL 32789

In-unit laundry | Air conditioning | Garage parking

3 beds

5 baths

$9,500

Apartment for rent

Available Feb 1

Description

Coming soon, Enjoy Winter Park's most desirable location! One block from Park Avenue/Central Park. Spacious, bright and all on the second floor with private elevator access and secured underground parking. Luxury living all on ONE floor! This beautiful home offers a short walk to everything Winter Park has to offer. Natural light fills the central courtyard which features an iron water fountain. Private pool with heated spa and outdoor grilling and entertaining area are a perfect spot to entertain guests. Interior features include fireplaces in living room, 2 South West fa

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These rentals are 10%-30% cheaper than the local average price for similar rentals.

Listings within 5 miles
1550 Michigan Ave - Photo 1 of 1

3d ago

House for rent in Fairview Shores

1550 Michigan Ave, Fairview Shores, FL 32789

Air conditioning | On-site laundry | Assigned parking

1 bed

1 bath

$1,650

House for rent

Description

Welcome to your future home in the charming district of Winter Park, FL! This inviting property offers a warm atmosphere perfect for relaxation and convenience, surrounded by a vibrant community. This residence boasts spacious living equipped with essential comforts. With ample bedrooms and bathrooms, it accommodates various lifestyles. You'll appreciate the central heating and cooling systems, alongside the refreshing ceiling fans, ensuring your comfort year-round. Nestled in a prime location, you'll be just a short walk away from delightful restaurants and beautiful ou

220 Overlook Rd #220 - Photo 1 of 1

5d+ ago

Apartment for rent in Winter Park

2 BR, 2 BA in Winter Park

220 Overlook Rd #220, Winter Park, FL 32789

In-unit laundry | Hardwood floor | Walk-in closets

2 beds

2 baths

$3,600

Apartment for rent

Available Sep 22

Description

Charming Cape Cod–style home available for lease in the heart of Winter Park. Ideally located just one block from Lake Mizell and moments from Park Avenue and Rollins College, this residence offers an exceptional lifestyle surrounded by premier shops, dining, and local amenities. The home features a spacious and inviting floor plan with a large living room, sunroom or dining area, and two generously sized bedroom suites. Interior highlights include beautiful hardwood floors, quartz countertops, walk-in closets, custom built-ins, and a private screened-in porch, perfect for

151 N Orlando Ave #0226 - Photo 1 of 1

5d+ ago

Condo for rent in Winter Park

151 N Orlando Ave #0226, Winter Park, FL 32789

In-unit laundry | Furnished | Ceiling fan

2 beds

1 bath

$1,750

$1,590

Price drop

Condo for rent

Description

Property Status: Active Updated 2 bedrooms 1 bath conveniently located next to Winter Park Village and Trader Joes shopping center. Lake Killarney Condo is right between N Orlando Ave and Lake Killarney, offering access to the private lake. Unit can be furnished and is also for sale. Office Phone: (954) 545-5583 Copyright © 2026 Stellar MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.

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2979 Upper Park Rd #2979 - Photo 1 of 1

5d+ ago

Baldwin Park townhouse for rent in Orlando

2 BR, 3 BA in Baldwin Park

2979 Upper Park Rd #2979, Orlando, FL 32814

In-unit laundry | On-site laundry | Walk-in closets

2 beds

3 baths

$4,000

House for rent

Available Nov 17

Description

NOW LEASING | Move-in Ready December 1st! Experience upscale living in this beautifully appointed 1,897 SF townhome. This impressive home delivers both style and functionality in one of Orlando’s most desirable neighborhoods. Enter through the bright foyer into flowing living and dining areas. The well-appointed kitchen boasts warm wood cabinets, granite surfaces, ample pantry storage, and a breakfast bar for quick meals. An adjacent space serves as the perfect breakfast nook or casual seating area. The open family room extends your living space outdoors to a charming bric

300 Killarney Dr - Photo 1 of 1

5d+ ago

House for rent in Winter Park

Single Family Residence - WINTER PARK, FL

300 Killarney Dr, Winter Park, FL 32789

In-unit laundry | Garage parking | Fitness center

4 beds

3 baths

$7,900

House for rent

Description

Property Status: Active Exceptional Lakefront Living in the Heart of Winter Park Welcome to 300 Killarney Drive, a stunning 2,476 sq ft lakefront residence offering the perfect blend of sophisticated living and prime location. This exquisite 4-bedroom, 3-bath home presents a rare opportunity to enjoy Winter Park's coveted lifestyle. Property Highlights: Situated on an oversized lot with coveted Lake Killarney frontage and a private boathouse, this elegant two-story home showcases engineered wood flooring throughout and an open-concept design flooded with natural light.

2979 Upper Park Rd - Photo 1 of 1

5d+ ago

Baldwin Park townhouse for rent in Orlando

Townhouse - ORLANDO, FL

2979 Upper Park Rd, Orlando, FL 32814

In-unit laundry | Garage parking | On-site laundry

2 beds

2 baths

$3,800

$3,700

Price drop

House for rent

Description

Property Status: Active PRICE JUST REDUCED! Now Only $3,700/Month – Rare 2-Primary Bedroom Townhome Start 2026 in your dream home! We've just reduced the rent on this exceptional Baldwin Park townhome, and it's ready for immediate move-in. With zero application fees for January, there's never been a better time to make this yours. This stunning 1,897 square foot residence offers a rare find: two primary bedroom suites – each with its own en suite bathroom and walk-in closet. Perfect for roommates, multi-generational living, or transforming one suite into your ultimate ho

1565 Michigan Ave - Photo 1 of 1

5d+ ago

Apartment for rent in Fairview Shores

Half Duplex - WINTER PARK, FL

1565 Michigan Ave, Fairview Shores, FL 32789

In-unit laundry | Ceiling fan | Storage

2 beds

1 bath

$1,525

Apartment for rent

Description

Property Status: Active Cute and comfortable 1/2 of a duplex in the heart of Winter Park. This 2 bedroom 1 bath unit features ceramic tile throughout, ceiling fans in the bedroom, private washer and dryer and a full sized kitchen. The unit shares a back yard and there is limited storage on site as well. The unit is located minutes from I 4, shopping, restaurants and Rollins College. Office Phone: (407) 406-5300 Copyright © 2026 Stellar MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be indep

Azul Baldwin Park - Photo 1 of 1
Rent special

5h ago

10

Excellent

Our team has verified this company

Verified

Azul Baldwin Park

4460 Lower Park Rd, Orlando, FL 32814

In-unit laundry | Garage parking | Swimming pool

1–3 beds

1–3 baths

$1,671–$3,917

Apartment for rent

Call

Westmount at Winter Park - Photo 1 of 1
Rent special

1d ago

9.9

Excellent

Our team has verified this company

Verified

Westmount at Winter Park

1701 Lee Rd, Winter Park, FL 32789

In-unit laundry | Air conditioning | Swimming pool

Studio–3 beds

1–2 baths

$1,250–$2,131

Price drop

Apartment for rent

Call

The Ivy Residences at Health Village - Photo 1 of 1
Highly rated
Rent special

4h ago

9.9

Excellent

Our team has verified this company

Verified

The Ivy Residences at Health Village

2650 Dade Ave, Orlando, FL 32804

In-unit laundry | Air conditioning | Garage parking

Studio–3 beds

1–3 baths

$1,475–$3,554

Price drop

Apartment for rent

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Showing 1 - 25 of 25 results
Home > Apartments in Winter Park > Virginia Heights Apartments For Rent
Updated: February 6, 2026

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Learn more about renting in Virginia Heights, Winter Park, FL

Virginia Heights, Winter Park apartment availability

Virginia Heights offers a limited selection of rental listings, with an average of about 2 rentals available each month. The majority of these listings are 1-bedroom apartments, followed by 2-bedroom and 3-bedroom options. Renters looking for a smaller, more intimate community may find Virginia Heights to be a good fit. With its limited but varied selection of rentals, Virginia Heights may appeal to those seeking a more low-key living environment.

Methodology: How we got this data

Zumper’s proprietary rental data fuels our analysis. Rent and market trends, availability, neighborhood popularity, and lifestyle scores are all calculated using real-time and 2024 rental inventory and prices.

Our Lifestyle Categories ("great for eco-living," "great for social life," "great for pet owners," etc.) are determined by set criteria, against which we score each listing and its available features. At the neighborhood level, we calculate the listing count for each category to determine which lifestyles best fit each area.

Zumper, founded in 2012, is North America’s largest privately-owned rental platform, offering over 1 million listings across the U.S. and Canada. Stay informed on the latest trends and shifts in the rental market with our monthly National Rent Report, your go-to resource for key insights into the evolving rental landscape.

Virginia Heights Apartments for rent FAQ

Can I afford an apartment for rent in Virginia Heights, FL?

To help you better understand how much rent you can afford, check out Zumper's rent calculator. Our rent calculator can help you learn more about Virginia Heights average rent prices.

What type of apartment rental is most common in Virginia Heights, Winter Park, FL?

4+ bedroom apartments are the most common type of rentals in Virginia Heights, Winter Park, FL right now.

What type of apartment rental is least common in Virginia Heights, Winter Park, FL?

4+ bedroom apartments are the least common type of rentals in Virginia Heights, Winter Park, FL right now.

Looking for apartments in Virginia Heights, Winter Park, FL near you?

🔑Available apartment rentals25
💰Best rent deal1300 Indiana Ave #A
Popular amenities, ,
🧦In-unit laundry
🍽With dishwasher
🏠With photos